title: anti-Selective, catalytic asymmetric vinylogous Mukaiyama Mannich reactions of pyrrole-based silyl dienolates with N-aryl aldimines.
abstract: Pyrrole-based silyl dienolates undergo asymmetric vinylogous Mukaiyama Mannich reactions with a series of N-aryl aldimines in the presence of the Hoveyda-Snapper amino acid-derived silver(I) catalysts. The Mannich products-α,β-unsaturated δ-amino-γ-butyrolactams-are typically obtained in high yields, excellent γ-site selectivities and anti-diastereoselectivities, and up to 80% enantioselectivity.
authors.affiliation: Dipartimento Farmaceutico, Università degli Studi di Parma, Viale G. P. Usberti 27A, I-43124 Parma, Italy.
authors.forename: Claudio
authors.initials: C
authors.lastname: Curti
authors.forename: Lucia
authors.initials: L
authors.lastname: Battistini
authors.forename: Beatrice
authors.initials: B
authors.lastname: Ranieri
authors.forename: Giorgio
authors.initials: G
authors.lastname: Pelosi
authors.forename: Gloria
authors.initials: G
authors.lastname: Rassu
authors.forename: Giovanni
authors.initials: G
authors.lastname: Casiraghi
authors.forename: Franca
authors.initials: F
authors.lastname: Zanardi
mesh_terms: D000447:Aldehydes / Q000737:chemistry*; D002384:Catalysis; D007097:Imines / Q000737:chemistry*; D015394:Molecular Structure; D011758:Pyrroles / Q000737:chemistry*; D012834:Silver / Q000737:chemistry*; D013237:Stereoisomerism; D014753:Vinyl Compounds / Q000737:chemistry*
chemical_list: D000447:Aldehydes; D007097:Imines; D011758:Pyrroles; D014753:Vinyl Compounds; D012834:Silver